Role of the Nozaki–Hiyama–Takai–Kishi Reaction in the Synthesis of Natural Products,Chemical Reviews

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Role of the Nozaki–Hiyama–Takai–Kishi Reaction in the Synthesis of Natural Products
Chemical Reviews ( IF 51.4 ) Pub Date : 2017-06-19 00:00:00 , DOI: 10.1021/acs.chemrev.7b00144
Alejandro Gil _{1,

2} , Fernando Albericio _{1,

2,

3} , Mercedes Álvarez _{1,

2}

Affiliation

The Nozaki–Hiyama–Takai–Kishi (NHTK) reaction was discovered in the late 1970s and, since then, its main application has been its use in total synthesis. In this comprehensive review, the efficiency of the NHKT reaction in the synthesis of a great number of different scaffolds present in complex natural products is analyzed. The preparation of enol and allylic and propargylic alcohol motifs is discussed, highlighting factors such as yield, chemoselectivity, stereoselectivity, or the importance of protecting groups. The review is divided into two main sections: intermolecular and intramolecular NHTK reactions. A final discussion about the current “state-of-art” and future perspectives for the use of this transformation in total synthesis is also included.

中文翻译：

野崎－山山－高井－岸石反应在天然产物合成中的作用

Nozaki–Hiyama–Takai–Kishi（NHTK）反应是在1970年代后期发现的，此后，其主要应用一直是在全合成中的应用。在本综述中，分析了NHKT反应在合成复杂天然产物中存在的多种不同支架中的效率。讨论了烯醇和烯丙基及炔丙基醇基序的制备，重点介绍了诸如收率，化学选择性，立体选择性或保护基的重要性等因素。综述分为两个主要部分：分子间和分子内NHTK反应。最后还讨论了有关在整体合成中使用此转换的当前“最新技术”和未来观点。

更新日期：2017-06-19

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